Reaktion #1750105

Reaktionsgleichung

2-bromo-4′-methylacetophenone

tetrahydrothiophene

→

pure product

Ausbeute 73.0%

1-(2-oxo-2-p-tolyl-ethyl)-tetrahydro-thiophenium bromide

Ausbeute 73.0%

Lösungsmittel

acetone

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprecipitated
2. 2
   workup.STIRRINGwas then stirred at room temperature for 1 hour
3. 3
   FiltrationThe resulting crude product was filtered through glass frit as solid
4. 4
   Waschenwas washed by 100 mL of cold acetone
5. 5
   SonstigeThe crude product was recrystallized by 150 mL of ethanol

Vorschrift

To a solution of 2-bromo-4′-methylacetophenone (19.18 g, 90 mmol) in 120 mL of acetone and 4.9 mL of water at 0° C. was added tetrahydrothiophene (15.87 g, 180 mmol) dropwise. The resulting mixture was stirred at 0° C. for 1 hour before solid precipitated and was then stirred at room temperature for 1 hour. The resulting crude product was filtered through glass frit as solid and was washed by 100 mL of cold acetone. The crude product was recrystallized by 150 mL of ethanol to afford 19.8 g pure product at a yield of 73%. 1HNMR, d6-DMSO: 7.92 (d, 8.0 Hz, 2H), 7.43 (d, 8.0 Hz, 2H), 5.39 (s, 2H), 3.57 (m, 4H), 2.42 (s, 3H), 2.27 (m, 2H), 2.19 (m, 2H).

Quelle